
Cottage vacation rentals in Shandaken
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Top-rated cottage rentals in Shandaken
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Catskills Getaway w/AC on 3 Acres near Woodstock
You have the whole house and three acres to enjoy. The two bedrooms are upstairs, with skylights and a bright, airy feel to them. The wood burning stove is an awesome way to make things cozy. There's also a firepit and grill you're welcome to use. Guests have complete access to the home and three-acre property. The garage on the property is inaccessible by guests. We're available to contact anytime. Hike, ski, swim, bike, do yoga, or whatever comes to mind— all is possible in the Catskills. The Ashokan reservoir bike/walk path is a few miles down the road. Not far the other way is Marty's Mercantile for coffee, lunch, and basic supplies. There's plenty of parking in the driveway. Don't expect to Uber while up here. Walk, bike, or ride a horse instead. :) There's plenty of parking in the driveway.

Beautiful stream side cottage in the woods
Stunning fully renovated 1970 partial A frame cottage in the woods! Set privately on four acres with a stream and meandering stone walls, the cottage is modern yet rustic, with a mid century decor. Main floor has living room with beautiful floor to ceiling stone fireplace (gas operated), kitchen, bathroom, and an office with a desk and twin bed. Second floor has master bedroom with queen size bed and a separate loft area with desk. Great place to relax in nature - a perfect couple's getaway!

New:Cozy Barn-Style Retreat Minutes From Woodstock
Recently featured in Vogue as one of “The Best Airbnbs in Upstate New York for a Weekend Away From the City” - A cozy getaway upstate on 2 acres of beautiful Catskill land. It's only 8 minutes to Woodstock, 5 minutes to the village of Saugerties, and there’s hiking, skiing and swimming within minutes. The entire second floor has been newly renovated including the bathroom and both bedrooms. The first floor is an open layout with kitchen, living and dining areas leading to the backyard deck.

Garden Cottage In The Catskills
This quaint, relaxing cottage sits among Flowering Gardens in spring & summer, incredible Fall Foliage in autumn, & a Wonderland in Winter. Enjoy a peaceful cozy & private space with nature at your doorstep, an outdoor fire pit, stargazing, & your own stone patio at the edge of the woods. We love to share our garden, come pick your own! We are in the heart of The Catskill Mountains, 2 miles from the vibrant town of Phoenicia, in the hamlet of Chichester near the Stony Clove Creek.

Cozy Cottage | Sauna + Stone Patio w/ Firepit
Escape to a serene cottage nestled on the Shawangunk Ridge. Unwind by the fireplace, soak in the private infrared sauna (with direct patio access), or relax outside on the natural stone terrace with a firepit and forest views. Crafted with care—from a 100-year-old reclaimed wood dining table to a curated “meaningful library” and hidden messages—this space invites calm, curiosity, and connection. Near trails, lakes, and local adventure. Thoughtful, cozy, and quietly unforgettable.

Cozy Cottage with Stunning Mountain Views
Welcome to Solheim Cottage! Featuring gorgeous mountain views, less than two and a half hours from NYC, and ten minutes from Belleayre Ski Center, this cozy and private cottage is perfect for a romantic couples retreat, two couples, a small family, or a group of friends looking for a relaxing and quiet escape in the historic Catskills. The cottage is a short drive to Phoenicia, Woodstock, Andes, and Margaretville for shopping, dining, antiquing, skiing and exploring.

Direct streamside with private stream access
House next door also available: airbnb.com/h/nyhawkhouse The Eagle Cottage is a 2 bdr on the Esopus creek. The cottage is 15 min. to the Ashokan reservoir and ski slopes, and 20 min. to Woodstock. Enjoy private access to the stream. This spot has some of the best fishing holes on one of the best trout streams in NY. Take a beautiful hike nearby as well! Newly furnished, large wrap around deck with stream view, full kitchen, outdoor fireplace by stream and gril.

Catskills Streamside Cabin | Hike & Unwind
Escape to this stylish Catskills cabin in Phoenicia, NY, a fully renovated 1BR + loft, 1BA streamside retreat perfect for couples or small groups. Enjoy modern comfort and mountain charm with a new deck overlooking the stream, cozy fire pit, and peaceful forest views. Ideally located near top Catskills hiking trails, fishing spots, and creek access, just 13 min to Belleayre Mountain and 20 min to Hunter Mountain for year-round outdoor adventure and relaxation.

Phoenicia Getaway
Welcome to Phoenicia, the greatest little town in the Catskills. Our little home is nestled on a peaceful block among quaint fishing cottages. The Esopus Creek runs nearby and is home to some of the country's best fly fishing. The mountains, lakes and streams are breathtaking all year round, and the peace of nature is easy to find. We can't wait to be your home away from home, and share the wonder of the Catskills with you. License #2022-STR-007

Cozy Catskill Cottage on the Pantherkill
Cozy Cottage nestled in the Catskill Mountains minutes away from village of Phoenecia. This is a great secluded spot and easy to get to and conveniently located near great restaurants, skiing, hiking, tubing, fishing, swimming holes, Village of Woodstock. This small cottage feels bigger than it is while remaining cozy and intimate. Great getaway spot for couples or a solo retreat into the beautiful Catskill Mountains. License #2025-STR-AO-084

Charming creekside cottage in Phoenicia
Come relax in one of the prettiest places in the Catskills. Enjoy views of the Stony Clove, while sipping coffee on the wrap-around deck. The location is private and quiet, yet convenient to all the region's many attractions - hiking, skiing, antiquing, eating. When you are done exploring, enjoy a dip in one of the largest, deepest swimming holes in the area. Perfect for small families and couples. License Number: 2022-STR-AO-081

Stream Come True | Hot Tub, Ski, Hike, Relax
Welcome to Flowing Water, a peaceful streamside cottage in the heart of the Catskills where the sound of rushing water and rustling trees melts stress away. Just minutes from Phoenicia and a short drive to Woodstock, Hunter, and Belleayre, it’s the perfect retreat for skiing, hiking, stargazing, or simply relaxing. Enjoy a hot tub or the firepit under the stars, a wood stove, streamside deck, and peaceful vibes year-round.
Popular amenities for Shandaken cottage rentals
Cottage rentals with a hot tub

Hot Tub, Playground, 3 Acres, and Much More!

Home Alone Mountain

Lovely Cottage w/ Jacuzzi+Woodstove!

Driftwood Cottage on Welcome Lake-peaceful retreat

Country Cottage w/ HOT TUB & Views

Hot Tub & Chic Catskills Woodstock Design Retreat

Woodstock Carriage House HotTub FirePit Pool

Lakehouse, Sunset View, Big Deck, Hot Tub, Dogs OK
Pet-friendly cottage rentals

Peace Cottage

Woodstock Dog Friendly Cozy Cottage in Town + Yard

Cozy Catskills Cottage with Mountain Views

*fall is here!* Pet-friendly private cabin

Catskills Country Cottage

1930's Cottage charm cozy air cond. near hiking

Upper Delaware River cottage

🌟Riverfront Cottage W/2 Bedrooms Catskills 🌟
Private cottage rentals

Fabulous Lemon Cottage in Rhinebeck, NY

Blue Haven in the Catskills

Cozy Cottage, just off exit 20, 1/2 hr to Hunter

Woodstock Mountain Cottage

Blue Mountain Cottage

Mod Scandinavian! Tiny Flower Farm

Contemporary Guesthouse with Views and Privacy

Leggett Cottage
When is the best time to visit Shandaken?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ580 | ﺩ.ﺇ599 | ﺩ.ﺇ547 | ﺩ.ﺇ455 | ﺩ.ﺇ499 | ﺩ.ﺇ547 | ﺩ.ﺇ617 | ﺩ.ﺇ606 | ﺩ.ﺇ562 | ﺩ.ﺇ558 | ﺩ.ﺇ540 | ﺩ.ﺇ547 | 
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C | 
Quick stats about cottage rentals in Shandaken

Total vacation rentals
Explore 50 vacation rentals in Shandaken

Nightly prices starting at
Shandaken vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

Verified guest reviews
Over 6,500 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
50 of Shandaken vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Shandaken rentals

4.9 Average rating
Shandaken stays are highly rated by guests—averaging 4.9 out of 5!
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- Hunter Mountain
 - Bethel Woods Center for the Arts
 - Belleayre Mountain Ski Center
 - Minnewaska State Park Preserve
 - Windham Mountain
 - Resorts World Catskills
 - John Boyd Thacher State Park
 - Howe Caverns
 - Bash Bish Falls State Park
 - Hudson Highlands State Park
 - Brotherhood, America's Oldest Winery
 - Zoom Flume
 - Walkway Over the Hudson State Historic Park
 - Catamount Mountain Ski Resort
 - Taconic State Park
 - Plattekill Mountain
 - Hunter Mountain Resort
 - Opus 40
 - Benmarl Winery
 - Millbrook Vineyards & Winery
 - Hudson Chatham Winery